6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

Base Information

Chemical Name:6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil
CAS No.:848772-11-2
Molecular Formula:C₃₁H₄₉BrN₂O₇Si₃
Molecular Weight:725.9
Hs Code.:

Synonyms:6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

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Chemical Property of 6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

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Technology Process of 6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

There total 1 articles about 6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

: 16532-02-8
bromomethyldimethylsilyl chloride

: 848772-11-2
6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -70 ℃; for 0.333333h;
DOI:10.1021/jo040260p

Reference yield: 75.0%

: 848772-11-2
6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

: 848772-12-3
C₃₁H₅₀N₂O₇Si₃

Guidance literature:: With triethyl borane; tri-n-butyl-tin hydride; In tetrahydrofuran; benzene; at 20 ℃; for 3h;
DOI:10.1021/jo040260p

Reference yield:

: 848772-11-2
6-(bromomethyl)dimethylsilyl-1-[2-O-benzoyl-3,5-bis-O-(tert-butyldimethylsilyl)-D-erythro-pent-1-enofuranosyl]uracil

: benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / Et₃B; Bu₃SnH / tetrahydrofuran; benzene / 3 h / 20 °C

2: aq.H₂O₂; 18-crown-6; KHCO₃ / KF / 2,2,2-trifluoro-ethanol / 15 h / 0 °C

With 18-crown-6 ether; triethyl borane; dihydrogen peroxide; tri-n-butyl-tin hydride; potassium hydrogencarbonate; potassium fluoride; In tetrahydrofuran; 2,2,2-trifluoroethanol; benzene;
DOI:10.1021/jo040260p